Dog Boarding in Silver Spring, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: kiki A.
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Sitter Profile Image: kiki A.
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1. kiki A.

Star Sitter
Animal lover & nurturer
Silver Spring, Milwaukee, WI, 53218
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$30
per night

We had the pleasure of having Kiki watch over our beloved Kody during Thanksgiving break, and we couldn’t be more impressed and her for the exceptional care she provided. Kiki’s genuine love for animals shines through in every interaction with Kody. Her attention to detail, reliability, and warmth created an environment where Kody not only felt comfortable and safe but genuinely happy. Kiki went above and beyond ensuring we had photos his ever loving personality during his time with her.🐾 We are incredibly thankful for Kiki’s outstanding service and wholeheartedly recommend her to anyone seeking a reliable and caring pet sitter.

Sitter Profile Image: Cindy T.
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Sitter Profile Image: Cindy T.
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2. Cindy T.

TOTAL DOG LOVER :)
Wauwatosa, WI, 53222
2.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
559 reviews
340 repeat clients
from
$45
per night

My baby was in good hands. I never left her with anyone before until now . Amber was super happy to return home but also very sleepy because she had a very active sleepover! I would highly recommend Cindy ?

Sitter Profile Image: Yolanda W.
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Sitter Profile Image: Yolanda W.
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3. Yolanda W.

Star Sitter
I miss our pup & hope 2 spoil yours
Brown Deer, WI, 53223
3.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
30 reviews
11 repeat clients
from
$40
per night

Yolanda is fantastic! This is the second time our dogs stayed with her. We had some craziness on the day we were supposed to leave. We had to take one of our dogs to the vet and Yolanda was a huge help. She rolled with the changes. Thank goodness our dog was ok and we were able to take our trip and Yolanda did a great job watching them once again. We highly recommend her!

Sitter Profile Image: Daniel R.
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Sitter Profile Image: Daniel R.
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4. Daniel R.

Rover 101
Star Sitter
I treat all pets like my own
Menomonee River Hills, Milwaukee, WI, 53223
1.4 mi. away
Boarding
5.0 out of 5 stars
25 reviews
7 repeat clients
from
$35
per night

Daniel did an outstanding job keeping Brody comfortable, happy, healthy, and safe. Daniel is aware of the trauma Brody experienced at another (non-Rover) boarder's home. Daniel continues to provide an environment that meets Brody's needs.

Sitter Profile Image: Kim S.
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Sitter Profile Image: Kim S.
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5. Kim S.

Star Sitter
Never lived a day without a pet
Glendale, WI, 53217
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
62 reviews
20 repeat clients
from
$48
per night

My two huskies had such a good time! Kim and her husband took such great care of them! They sent us videos and pictures which definitely helped knowing they were in good hands :) 100/10 recommend

Sitter Profile Image: Rhonda G.
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Sitter Profile Image: Rhonda G.
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6. Rhonda G.

Star Sitter
Love to walk and cuddle.
Whitefish Bay, WI, 53217
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
87 reviews
41 repeat clients
from
$30
per night

Rhonda was great with our dog. We explained all of his "quirks" and she was very understanding. She sent us text updates and pictures. It was a great relief to know that he was well taken care of. We'll definitely book future dates with Rhonda again!

Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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7. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$35
per night

Jenn was an amazing sitter with great communication and attentiveness to our pups! One of our dogs had hurt his leg the day before his stay and she made sure to keep an eye on it and made sure he rested. Our anxious pup felt right at home and got lots of walks and cuddles. Thank you Jenn, we will be sure to think of you for future bookings!

Sitter Profile Image: Sherry Z.
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Sitter Profile Image: Sherry Z.
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8. Sherry Z.

Rover 101
Star Sitter
25+ years vet clinic experience!
Pheasant Run, Milwaukee, WI, 53224
3.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
19 reviews
3 repeat clients
from
$40
per night

Sherry was wonderful with Nukka! She provided updates regularly, gave Nukka lots of love and walks. When a slight health issue arose, Sherry immediately notified me so I was aware of what she was seeing. I was able to get Nukka into the vet the following day for treatment! Thanks for taking such good care of our girl!!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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9. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Silver Spring, Milwaukee, WI, 53218
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$35
per night

Tegra was quick to reapond to any communication. We had many concerns because our dog was recently adopted, not fully trained, and a tripod! She was very helpful and flexible. Our dog was happy and secure when we picked him up! So grateful for Tegra!

Sitter Profile Image: Elizabeth K.
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Sitter Profile Image: Elizabeth K.
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10. Elizabeth K.

Star Sitter
We’ll meet your dogs’ needs!
Grasslyn Manor, Milwaukee, WI, 53216
3.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$32
per night

Elizabeth and her family took great care of my dog, Reba. She was communicative and flexible with me and provided sweet picture updates for me. I have already re-booked with Elizabeth to watch Reba, again!

Sitter Profile Image: Cassandra D.
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Sitter Profile Image: Cassandra D.
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11. Cassandra D.

Star Sitter
Dog lover :)
Menomonee Falls, WI, 53051
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
9 repeat clients
from
$40
per night

Cassandra was awesome taking care of Millie, quick to respond to any questions and made her feel at home and part of her family. She sent me daily updates and pics which made me feel much better leaving our puppy for her first stay other than at home with us.

Sitter Profile Image: Michael J K.
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Sitter Profile Image: Michael J K.
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12. Michael J K.

They'll be loved while you're gone!
Grasslyn Manor, Milwaukee, WI, 53216
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
138 reviews
87 repeat clients
from
$35
per night

MJ takes good care of Dimitri. He messages us about Dimitri’s daily activities and his concerns during Dimitri’s stay! He makes sure Dimitri is healthy, eat and drink well. Will rebook again!

Sitter Profile Image: Ryan T.
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Sitter Profile Image: Ryan T.
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13. Ryan T.

Work from home Dog Father
Milwaukee, WI, 53217
4.7 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
14 reviews
2 repeat clients
from
$28
per night

Rosie was so relaxed and happy when I picked her up. I know she was in very good hands. Communication with Ryan was fantastic. I was very grateful for the pictures and up dates on my pup.

Sitter Profile Image: Hannah R.
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Sitter Profile Image: Hannah R.
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14. Hannah R.

Star Sitter
Lover of furry friends!
Riverwest, Milwaukee, WI, 53212
5.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
82 reviews
19 repeat clients
from
$35
per night

Hannah.is.outstanding! This is a long story, but Sunny was initially boarded with someone else and we were out of the country. During Sunny's stay she developed a bug (I think she got into something) and had SEVERAL accidents. That border couldn't keep her, and she was moved to Hannah. Hannah picked Sunny up, took tremendously good care of her (she was sick and now scared/nervous), and communicated with me all along the way. Hannah (and Rover staff!) really made me feel OK and treated Sunny with tremendous love. I absolutely recommend her and will use her again for boarding. Thank you, Hannah (and your fiance, too!).

Sitter Profile Image: Lizzy B.
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Sitter Profile Image: Lizzy B.
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15. Lizzy B.

Rover 101
Work from Home Dog Mom
Kops Park, Milwaukee, WI, 53222
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$35
per night

Lizzie was very accommodating and took awesome care of my pup! They went to dog parks, had lots of outside play time and we received several updates with photos and video. Definitely recommend :)

Sitter Profile Image: Auria R.
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Sitter Profile Image: Auria R.
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16. Auria R.

Star Sitter
Home full time, LOVE dogs!!!
Glendale, WI, 53209
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
100 reviews
50 repeat clients
from
$50
per night

Auria was great! Louie immediately fell in love with her and was glued to her ankles. He was well cared for, following his typical (and somewhat unique) routines. He also enjoyed having Dallas (Auria’s dog) to play with. We will definitely use Auria’s services again!

Sitter Profile Image: Leah C.
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Sitter Profile Image: Leah C.
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17. Leah C.

Animal Loving Teacher
Kops Park, Milwaukee, WI, 53222
3.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$30
per night

We recently moved to the area and this was our first time leaving our dog for a weekend away. Leah was so sweet and very responsive. She sent pictures and updates daily which allowed us to enjoy our time away knowing that our pooch was in good hands. I highly recommend Leah and would use her again!!!

Sitter Profile Image: Doreen C.
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Sitter Profile Image: Doreen C.
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18. Doreen C.

Rover 101
A Tail to Tell
Menomonee Falls, WI, 53051
7.4 mi. away
Boarding
5.0 out of 5 stars
103 reviews
39 repeat clients
from
$35
per night

Floofie had an amazing time staying with Doreen. He is a pretty weird puppy who has absolutely zero socialization skills and we were worried that he would have an awful time but when we went to get him he was so happy. We could tell that Doreen had spent so much time with him to get him that comfortable with her. Thank you!!

Sitter Profile Image: Brooke K.
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Sitter Profile Image: Brooke K.
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19. Brooke K.

Star Sitter
Loving your precious babies
West Allis, WI, 53227
8.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
54 reviews
23 repeat clients
from
$38
per night

Brooke and her girls took excellent care of my pups! Almost too good, they weren’t ready to come home. I appreciated the updates and photos during their stay and the sitter’s compliance with my many puppy care requests. We will definitely be repeat customers. It’s great to not have to worry about my fur babies when I am away from them.

Sitter Profile Image: Angela K.
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Sitter Profile Image: Angela K.
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20. Angela K.

We’ll Keep Their Tail Waggin
Menomonee Falls, WI, 53051
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
97 reviews
31 repeat clients
from
$35
per night

Angela was amazing! She was flexible with drop off/pick up, sent us pictures/videos of our Olive. I felt very comfortable having our dog stay with her and her family. Will definitely use again in the future when we go out of town. Thank you!!!

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Dog lovers in Silver Spring, Milwaukee, WI love dog sitters on Rover.com. Over 1089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Silver Spring dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Silver Spring, Milwaukee, WI who can provide the care your dog needs, when they need it.

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